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2021 Must Have Chelsea Boots For Men And Women

A reliable chelsea boot can take you many places. The go to boot to complete your look with its versatility...

A reliable chelsea boot can take you many places. The go to boot to complete your look with its versatility and elegant style. This iconic boot is a staple piece of footwear for men and women to see you through the upcoming winter and beyond.  Comfortable, classy and effortlessly styled there is no shortage of options this season. With a variety of shapes, textures and fashion forward styles, select the one which personifies your personality whether pointy or round, you need them in your wardrobe. Wearing them and picking the right style can be a little tricky at times, be assured were here to help and point you in the right direction to find your perfect pair and style them your way in AW21.
Explore the artisan way of styling your chelsea boots


Which Chelsea Boots Can I Wear With My Dresses?

Dresses are a woman’s best friend and an easy alternative to not thinking about matching pieces of clothes. Ideal for short and long skirts are the iconic chelsea boot. Women's Chelsea Boots with blocked heels in a variety of colours and suede’s by Conflict For Interest provides easy styling completing your look creating a comfortable and stylish look. Ideal for casual brunches, running errands or a romantic date.

Midi, Long And Short Dresses

Dresses come in a variety of styles mid, short or long. Dresses are suitable for your new pair of chelsea boots. Choose a style with a small heel to create an elegant look ideal for various occasions. Choose an array of beautiful brushed suede’s by Crispiano and a beautiful dip dyed almond toe boot by Le Ruemarcel to create a unique and classical finish. Step into your day with handmade artisanal chelsea boots and attack your day in style.

Boyfriend Jeans And Big Chunky Boots

The most comfortable pair of jeans that you consistently wear which are comfortable and oh so stylish. A chic way of jazzing up your boyfriend jeans is by adding a pair of chunky boots. This seasons picks are in a variety of colours, complete this look with a white pair by Le Babe boots and a grey chunky boot with a black sole by Ink. Layer with your favourite coat and your winter ready.  Stylish and an effective look ideal for a casual shop on the town, brunches or night time styling.

Your Jumpsuit

Some things just match and complement each other simultaneously. Chelsea boots and jumpsuits work a charm. Flat boots, heels, pointy toes and chunky styles. The power is in your hands to pick the perfect pair to match your jumpsuit. We recommend Le Babe black chunky sole boots which compliments a military style look or our Lemare hybrid Chelsea boot come trainer in black & white to give you a fashionable edgy look.
Shop Lemare and Le Babe styles with limited pairs commissioned

Long Dresses

Long dresses express a sense of femininity with elegant patterns and fabrics which accentuate a beautiful way of dressing. The colder months introduce a new avenue to styling. Burnished suede’s by Crispiani featuring a pointy toe creates a style of dressing ideal for what the weather throws at you. Pair back with a leather jacket to create the idealistic look in AW21
Shop Crispiani Burnished boots with confidence

Jeans, Chunky Knitwear And Chelsea Boots

Winter means the following jeans, chunky knitwear, chunky coats and chelsea boots. Styling doesn’t get much easier with an array of colours to suit all your denim, tights and leather pants. Chunky boots by Le Babe, suede numbers by Crispiano, two tone pointy boots by INK and flat chelsea boots by Lemargo. Choose your colour and concur the colder months of the year in style.


Chelsea boots make the perfect partner for a wide range of formal and casual outfits. A spot that every well dressed male has in their wardrobe. Instantly recognizable with burnished suede’s and neutral leather tones with elastic gussets. A variety of shapes and styles to personify a way of dressing which fits into your everyday life style. Explore further to find your perfect pair of Men's Chelsea Boots and ways to style your new piece of artisanal luxury.

Chelsea Boots With A Suit

The days where Chelsea boots are only for weekends and after hour drinks have fondly disappeared. Refined tailoring, crisp shirts and uniquely quirky Chelsea boots taking you from the office to the bar. Must have this season is Conflict For Interest’s Black and cognac Chelsea boots covering your navy, grey suits as well as your darker tonal suits. Refined texturing and classical shapes ensuring this is the right boot for you. For the fashion forward male we recommend Elia Maurizi textured black Chelsea boot and Mattia Capezzani bordo boot. A style to suit everyone in AW’21.
Invest in handmade artisan craftsmanship.

Chelsea Boots With Your Favourite Denim

Chelsea boots and jeans are a recipe for a classic laid back look. An easy alternative to styling for after work drinks, occasions out on the town and date nights. A slim cut or straight leg jean are ideal for this look and pair back with an array of knitwear or a button down shirt. This season sees Shoto return with deconstructed Chelsea boots in a beautiful elk leather. For those who prefer natural leather tones opt for Shoto new Chelsea boot with a two tone effect. This season suede is prominent, with the likes of Conflict For Interests Florence boot in whisky tan and suede grey.

Shop 124’s collection of curated styles of men’s chelsea boots for denim.

Chelsea Boots With Your Chinos

The alternative to denim when you need to be a little more dressed up, chinos and chelsea boots scream smart casual. Straight leg chinos in navy, khaki and beige create a great foundation for your new pair of chelsea boots. This season’s pick from Conflict for Interest is a short Chelsea boot in black and brown with a toe cap feature. For those who wear lighter tones of chinos opt for Lemargo new cognac Chelsea boot with a brogue detail. An array of suede’s compliment your chinos with two toned burnished finishes by Conflict For Interest and Shoto. Layer with your favourite knitwear or oxford shirt for an effortless look.

Chelsea Boots With Winter Jackets

When we think of winter we usually think of Chelsea boots and chunky jackets. Pairing the two can be quite simple whether matching your denim or chinos to coordinate your outfit with your jacket or boots. Mattia Capezanni bordo Chelsea boot showcase a style that gives us that winter feel with a chunky sole and beautiful dip dyed finish. Elia Maurizi black buffalo leather upper with a vibram sole ensuring they are ready for whatever the weather has to throw at you. Break all the rules this Winter with handmade distressed Chelsea boots. 

That’s a wrap for the chelsea boot edit, showcase the best of yourself in a befitting Chelsea Boot that suites your AW’21 style. Explore that latest exclusive collection available online and in all boutiques. 

124…..handmade shoes not for the ordinary


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